WO2002034710A3 - Intermediaires utiles pour la synthese de retinoides - Google Patents

Intermediaires utiles pour la synthese de retinoides Download PDF

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Publication number
WO2002034710A3
WO2002034710A3 PCT/FR2001/003331 FR0103331W WO0234710A3 WO 2002034710 A3 WO2002034710 A3 WO 2002034710A3 FR 0103331 W FR0103331 W FR 0103331W WO 0234710 A3 WO0234710 A3 WO 0234710A3
Authority
WO
WIPO (PCT)
Prior art keywords
group
novel intermediates
represent
different
retinoid synthesis
Prior art date
Application number
PCT/FR2001/003331
Other languages
English (en)
Other versions
WO2002034710A2 (fr
Inventor
Alain Valla
Dominique Cartier
Roger Labia
Pierre Jean-Paul Potier
Original Assignee
Centre Nat Rech Scient
Alain Valla
Dominique Cartier
Roger Labia
Pierre Jean-Paul Potier
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Centre Nat Rech Scient, Alain Valla, Dominique Cartier, Roger Labia, Pierre Jean-Paul Potier filed Critical Centre Nat Rech Scient
Priority to CA2427043A priority Critical patent/CA2427043C/fr
Priority to US10/399,910 priority patent/US7009069B2/en
Priority to JP2002537704A priority patent/JP4334868B2/ja
Priority to EP01983636A priority patent/EP1328506B1/fr
Priority to AT01983636T priority patent/ATE286017T1/de
Priority to DE60108153T priority patent/DE60108153T2/de
Publication of WO2002034710A2 publication Critical patent/WO2002034710A2/fr
Publication of WO2002034710A3 publication Critical patent/WO2002034710A3/fr
Priority to US11/317,200 priority patent/US7323589B2/en
Priority to US11/317,198 priority patent/US7148372B2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/10—Formation of amino groups in compounds containing carboxyl groups with simultaneously increasing the number of carbon atoms in the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/30—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Vapour Deposition (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Composé de formule (1) dans lesquels notamment G représente le groupe -N(CH3)2, -N(C2H5)2 ou N-pyrrolidine, n est un nombre entier égal à 1 ou 2; R1, R2 et R3 représentent, indépendamment l'un de l'autre, un atome d'hydrogène ou un groupe méthyle, les motifs insaturés successifs pouvant être par ailleurs identiques ou différents, à condition qu'au moins un des substituants R1, R2 et R3 soit différent de H, et; Y1 et Y2 représentent chacun un groupe -COOCH3 ou un groupe -COOC2H5.
PCT/FR2001/003331 2000-10-26 2001-10-26 Intermediaires utiles pour la synthese de retinoides WO2002034710A2 (fr)

Priority Applications (8)

Application Number Priority Date Filing Date Title
CA2427043A CA2427043C (fr) 2000-10-26 2001-10-26 Nouveaux intermediaires utiles pour la synthese de retinoides
US10/399,910 US7009069B2 (en) 2000-10-26 2001-10-26 Intermediates for use in retinoid synthesis
JP2002537704A JP4334868B2 (ja) 2000-10-26 2001-10-26 レチノイド合成用の新規中間体
EP01983636A EP1328506B1 (fr) 2000-10-26 2001-10-26 Intermediaires utiles pour la synthese de retinoides
AT01983636T ATE286017T1 (de) 2000-10-26 2001-10-26 Zwischenprodukte für die herstellung von retinoiden
DE60108153T DE60108153T2 (de) 2000-10-26 2001-10-26 Zwischenprodukte für die herstellung von retinoiden
US11/317,200 US7323589B2 (en) 2000-10-26 2005-12-27 Intermediates for use in retinoid synthesis
US11/317,198 US7148372B2 (en) 2000-10-26 2005-12-27 Intermediates for use in retinoid synthesis

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR00/13726 2000-10-26
FR0013726A FR2815961B1 (fr) 2000-10-26 2000-10-26 Nouveaux intermediaires utiles pour la synthese de retinoides

Related Child Applications (4)

Application Number Title Priority Date Filing Date
US10399910 A-371-Of-International 2001-10-26
US10339910 A-371-Of-International 2001-10-26
US11/317,200 Division US7323589B2 (en) 2000-10-26 2005-12-27 Intermediates for use in retinoid synthesis
US11/317,198 Division US7148372B2 (en) 2000-10-26 2005-12-27 Intermediates for use in retinoid synthesis

Publications (2)

Publication Number Publication Date
WO2002034710A2 WO2002034710A2 (fr) 2002-05-02
WO2002034710A3 true WO2002034710A3 (fr) 2002-07-04

Family

ID=8855754

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2001/003331 WO2002034710A2 (fr) 2000-10-26 2001-10-26 Intermediaires utiles pour la synthese de retinoides

Country Status (9)

Country Link
US (3) US7009069B2 (fr)
EP (1) EP1328506B1 (fr)
JP (1) JP4334868B2 (fr)
AT (1) ATE286017T1 (fr)
CA (1) CA2427043C (fr)
DE (1) DE60108153T2 (fr)
ES (1) ES2234914T3 (fr)
FR (1) FR2815961B1 (fr)
WO (1) WO2002034710A2 (fr)

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GB2416351A (en) * 2004-06-29 2006-01-25 Ciba Sc Holding Ag Use of myocyanine derivatives for the protection of human hair and skin from UV radiation
JP4864623B2 (ja) * 2006-09-27 2012-02-01 富士フイルム株式会社 δ−アミノペンタジエン酸エステル誘導体の製造方法
GB2445635A (en) * 2006-10-13 2008-07-16 Ciba Sc Holding Ag Merocyanine derivatives useful as UV absorbers
DE102008002302A1 (de) 2007-06-13 2008-12-18 Basf Se Verfahren zur Hestellung von Etretinat
US8158964B2 (en) * 2009-07-13 2012-04-17 Seagate Technology Llc Schottky diode switch and memory units containing the same
BR122020024084B1 (pt) 2011-07-21 2021-12-28 Basf Se Uso dos compostos
WO2013010590A1 (fr) 2011-07-21 2013-01-24 L'oreal Composition cosmétique et/ou dermatologique contenant un dérivé de mérocyanine qui comprend des groupes polaires spécifiques constitués de fonctionnalités hydroxyle et éther
FR3001133B1 (fr) 2013-01-21 2015-03-20 Oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un compose amide particulier
FR3001216B1 (fr) 2013-01-21 2015-02-27 Oreal Composition cosmetique ou dermatologique comprenant une merocyanine, une phase huileuse et un mono-alcanol en c1-c4
FR3001138B1 (fr) 2013-01-21 2015-06-19 Oreal Composition anhydre cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse
FR3046928B1 (fr) 2016-01-26 2019-08-09 L'oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un amide n-substitue
FR3046930B1 (fr) 2016-01-26 2018-03-02 L'oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un polyalkyleneglycol
FR3046927B1 (fr) 2016-01-26 2018-03-02 L'oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un ether d'isosorbide
FR3046929B1 (fr) 2016-01-26 2018-03-02 L'oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un ester d'acide di ou tricarboxylique
FR3083097B1 (fr) 2018-06-28 2020-11-27 Oreal Composition cosmetique ou dermatologique comprenant une merocyanine et une phase huileuse comprenant au moins un carbonate d’alkyle ou d’alkylene
FR3117825A1 (fr) 2020-12-18 2022-06-24 L'oreal Composition cosmétique ou dermatologique comprenant une mérocyanine, un filtre UV triazine, et un polysaccharide modifié par des chaînes hydrophobes
FR3117824A1 (fr) 2020-12-18 2022-06-24 L'oreal Composition cosmétique ou dermatologique comprenant une mérocyanine et une phase huileuse comprenant au moins un ester d’acide citrique

Citations (5)

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Publication number Priority date Publication date Assignee Title
FR1055849A (fr) * 1950-04-22 1954-02-22 Eastman Kodak Co Nouveau procédé de synthèse de polyènes caroténoïdes
DE1046612B (de) * 1957-10-23 1958-12-18 Basf Ag Verfahren zur Herstellung von Vitamin A und seinen biologisch wirksamen Derivaten
DE1059900B (de) * 1957-09-03 1959-06-25 Basf Ag Verfahren zur Herstellung von Verbindungen der Vitamin A-Reihe
DE2816226A1 (de) * 1977-04-15 1978-10-26 Fuji Photo Film Co Ltd Photographisches silberhalogenidmaterial mit dem gehalt eines ultraviolettlicht absorbierenden mittels sowie verfahren zur verringerung des effektes von ultraviolettlicht auf das photographische silberhalogenidmaterial
EP0802180A1 (fr) * 1994-12-16 1997-10-22 Centre National De La Recherche Scientifique Bèta-méthylène aldéhydes utiles notamment pour la préparation de composés d'intérêt tels que les rétinoides ou les caroténoides et préparation de composés d'intérêt au moyen desdits bèta-méthylène aldéhydes

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DE1559900A1 (de) 1966-11-09 1970-03-05 Hettich Paul & Co Unsichtbares Scharnier

Patent Citations (5)

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FR1055849A (fr) * 1950-04-22 1954-02-22 Eastman Kodak Co Nouveau procédé de synthèse de polyènes caroténoïdes
DE1059900B (de) * 1957-09-03 1959-06-25 Basf Ag Verfahren zur Herstellung von Verbindungen der Vitamin A-Reihe
DE1046612B (de) * 1957-10-23 1958-12-18 Basf Ag Verfahren zur Herstellung von Vitamin A und seinen biologisch wirksamen Derivaten
DE2816226A1 (de) * 1977-04-15 1978-10-26 Fuji Photo Film Co Ltd Photographisches silberhalogenidmaterial mit dem gehalt eines ultraviolettlicht absorbierenden mittels sowie verfahren zur verringerung des effektes von ultraviolettlicht auf das photographische silberhalogenidmaterial
EP0802180A1 (fr) * 1994-12-16 1997-10-22 Centre National De La Recherche Scientifique Bèta-méthylène aldéhydes utiles notamment pour la préparation de composés d'intérêt tels que les rétinoides ou les caroténoides et préparation de composés d'intérêt au moyen desdits bèta-méthylène aldéhydes

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Also Published As

Publication number Publication date
US20060106245A1 (en) 2006-05-18
EP1328506A2 (fr) 2003-07-23
FR2815961A1 (fr) 2002-05-03
JP2004530636A (ja) 2004-10-07
CA2427043A1 (fr) 2002-05-02
US7009069B2 (en) 2006-03-07
CA2427043C (fr) 2012-12-04
DE60108153T2 (de) 2005-12-08
US7148372B2 (en) 2006-12-12
ES2234914T3 (es) 2005-07-01
FR2815961B1 (fr) 2008-11-28
ATE286017T1 (de) 2005-01-15
DE60108153D1 (de) 2005-02-03
WO2002034710A2 (fr) 2002-05-02
EP1328506B1 (fr) 2004-12-29
US20040132796A1 (en) 2004-07-08
US7323589B2 (en) 2008-01-29
JP4334868B2 (ja) 2009-09-30
US20060135808A1 (en) 2006-06-22

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